Top 10 Hotels in Hillsdale, NY from ₩103,204 - Competitive Prices

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Our top choices for Hillsdale hotels

Egyptian cotton sheets, premium bedding, memory foam beds, desk

1. The Brooks Motel

Hillsdale

Alexis

₩251,939 total

includes taxes & fees

Jul 21 - Jul 22

2. Little Cat Lodge

Copake Falls

Berenger

₩367,411 total

includes taxes & fees

Aug 5 - Aug 6

3. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Kathleen

₩227,998 total

includes taxes & fees

Aug 13 - Aug 14

4. Quality Inn Great Barrington

Great Barrington

Lynn

₩219,440 total

includes taxes & fees

Jul 23 - Jul 24

5. the Alander

Copake

Tiffany

₩283,264 total

includes taxes & fees

Aug 5 - Aug 6

6. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Lisa

₩351,718 total

includes taxes & fees

Jul 26 - Jul 27

Room, 2 Queen Beds, Non Smoking | Iron/ironing board, cribs (free), rollaway beds (surcharge), WiFi (free)

7. Monument Mountain Motel

Great Barrington

Yekaterina

₩184,716 total

includes taxes & fees

Jul 27 - Jul 28

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, desk, laptop workspace, blackout drapes

8. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Andrew

₩203,038 total

includes taxes & fees

Aug 9 - Aug 10

In-room safe, desk, cribs (free), rollaway beds (free)

9. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Heather

₩164,518 total

includes taxes & fees

Jul 26 - Jul 27

Superior Room, 1 King Bed, Jetted Tub | Jetted tub

10. The Yankee Inn

Lenox

Michael

₩280,838 total

includes taxes & fees

Jul 22 - Jul 23

11. The Little Lion

Great Barrington

Mia

₩209,387 total

includes taxes & fees

Jul 22 - Jul 23

12. Micosta Leisure Inn

Hudson

philippe

₩230,940 total

includes taxes & fees

Jul 27 - Jul 28

13. Chatham Travel Lodge

Old Chatham

Jurij

₩186,353 total

includes taxes & fees

Jul 21 - Jul 22

14. Quality Inn Lee - Lenox South

Lee

Michelle

₩235,225 total

includes taxes & fees

Jul 23 - Jul 24

15. Shaker Mill Inn

West Stockbridge

Mervin

₩292,135 total

includes taxes & fees

Jul 22 - Jul 23

16. Berkshire Travel Lodge

Austerlitz

Kyle

₩112,458 total

includes taxes & fees

Jul 23 - Jul 24

17. Prospect Berkshires

Egremont

Conor

₩715,402 total

includes taxes & fees

Jul 22 - Jul 23

18. Spark by Hilton West Coxsackie

West Coxsackie

DANA

₩175,907 total

includes taxes & fees

Jul 26 - Jul 27

19. Blackberry River Inn

Norfolk

Leslie

₩266,385 total

includes taxes & fees

Jul 22 - Jul 23

20. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

James

₩279,426 total

includes taxes & fees

Jul 23 - Jul 24

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Stay near popular Hillsdale attractions

Catamount Aerial Adventure Park

6.4/10 (5 reviews)

Scale New England's largest aerial adventure park with over 150 treetop challenges across nine difficulty levels. Glide between zip lines and navigate bridges while surrounded by serene forest scenery.

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Learn more about Hillsdale

Tucked in the Hudson Valley, this rural hamlet offers scenic hikes through Taconic State Park and charming farm-to-table dining. Explore nearby art galleries in Copake or visit Catamount Mountain Resort for outdoor adventures in all seasons.

See all hotels in Hillsdale

A landscape with a row of trees in autumn colors, a wooden fence, and a hilly background.

Top Hillsdale Hotel Reviews

Best Western Plus Berkshire Hills Inn & Suites

8/10 Good

".. "

Berkshires Untold

8/10 Good

"Its an interesting experience in that we thought we were staying at a hotel/ inn. The pictures and the website lead one to believe that but when we got there, we saw a motel. Nothing wrong with that but we felt we had been misinformed. They push the pcitures of the Club room which looks like an inn/ restaurant but that is the front of the building but attached to it is the motel where you stay. Again, once we knew that, we were fine but honestly, we were looking for more of an Inn or a hotel/ inn. It comes over as a glorified motel. The staff is wonderful and the Club room is a nice addition but I really thought the advertising was duplicitous. We were talking to a friend about it and she agreed that she also felt misled. I'm not sure that they have to do this but I guess if you put motel, you wouldn't get as much interest nor could you charge the same? Other than that, no comment."

The Yankee Inn

10/10 Excellent

"The room was neat and had access to outside to enjoy sitting. The fridge in the room was a convenient size for cold and frozen foods. The staff was responsive to issues, even when I told them they could wait to fix it until after we left (it was fixed quickly. The breakfast was excellent and offered a nice variety. Would happily stay here again."

The Red Lion Inn

8/10 Good

"Dinner in the main dining room was amazing! Food delicious and staff attentive. We stayed in the Stephen’s House and arrived in the dark. It was not well lighted and 184 was up a huge flight of stairs. We had to haul up too many bags! We would have done a sm. 1 night bag If we had known this was a second floor. Beds were very uncomfortable soft and towels with stains. The kitchen area was without a refrigerator turned on and no ice. The front desk attendant was very efficient and ran some ice over! We love Red Lion Inn and found some things a bit off this time."

Howard Johnson by Wyndham Saugerties

8/10 Good

"It was a fine comfortable room. Not much in terms of extras like coffee in the room. The room was a bit run down. Batteries were needed for the tv and several lights out in the room. But the staff was kind and responsive. It has easy access to the Thruway and the area around the Hudson valley."

More cheap stays in Hillsdale

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

₩92,388

₩103,204 total

Aug 3 - Aug 4

includes taxes & fees

5.4/10 (857 reviews)

Frequently asked questions

Where is the best place to stay in Hillsdale?

Located 20.3 mi (32.7 km) from the heart of Hillsdale, The Yankee Inn is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are Quality Inn Great Barrington and Berkshire Mountain Lodge. See all available top hotels, or vacation rentals in Hillsdale.

If I need to cancel my hotel reservation in Hillsdale, will I receive a refund?

Yes! You'll find that most room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Hillsdale.

Where can I learn more about changing or cancelling my trip to Hillsdale?

To access more information about changing or cancelling your trip to Hillsdale, head over to our customer service page.

What's the best pet-friendly accommodation in Hillsdale?

The Brooks Motel is a top pet-friendly option for your stay. See more pet-friendly hotel accommodations in Hillsdale.

Where is the best hotel to stay close to Catamount Aerial Adventure Park?

Catamount Lodging is one of the top choices for your stay based on our traveler data, and this aparthotel offers private balconies and free WiFi. It's located just a short 0.3 mi (0.5 km) from Catamount Aerial Adventure Park. Another good option is Holiday House Motel, located 1.2 mi (2 km) away.

What are some accommodations with pools in Hillsdale?

The Yankee Inn: Offers a seasonal outdoor pool, an indoor pool, and buffet. Berkshire Mountain Lodge and The Red Lion Inn are a couple of other choices with an onsite pool. View all hotels with pools in Hillsdale.

What is the best hotel near Albany International Airport (ALB)?

Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.

What's it like staying in Hillsdale?

Visitors can enjoy all that Hillsdale has to offer including the coffeehouses and ski areas. This city also attracts tourists with its relaxing and quaint setting. In Hillsdale, there are 61 hotels and other accommodations to choose from. Find out more about Hillsdale.

What should I do while I'm visiting Hillsdale?

The picturesque setting of Copake Lake and Mosquito Island exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Catamount Aerial Adventure Park and Catamount Ski Area. Check out what more to see and do in Expedia's Hillsdale guide.

What's the weather like in Hillsdale?

The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Hillsdale are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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Find hotels in Hillsdale, NY from ₩103,204

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Our top choices for Hillsdale hotels

1. The Brooks Motel

2. Little Cat Lodge

3. Holiday Inn Express Hotel & Suites Great Barrington by IHG

4. Quality Inn Great Barrington

5. the Alander

6. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

7. Monument Mountain Motel

8. Best Western Plus Berkshire Hills Inn & Suites

9. Travelodge by Wyndham Great Barrington Berkshires

10. The Yankee Inn

11. The Little Lion

12. Micosta Leisure Inn

13. Chatham Travel Lodge

14. Quality Inn Lee - Lenox South

15. Shaker Mill Inn

16. Berkshire Travel Lodge

17. Prospect Berkshires

18. Spark by Hilton West Coxsackie

19. Blackberry River Inn

20. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Stay near popular Hillsdale attractions

Catamount Aerial Adventure Park

Learn more about Hillsdale

Top Hillsdale Hotel Reviews

Best Western Plus Berkshire Hills Inn & Suites

More cheap stays in Hillsdale

FairBridge Inn Express

Frequently asked questions

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